Manufacture of strongly basic azodyestuffs



Patented Nov. 8, 1932 UNITED STATES, PATENT OFFICE:

ACHILLE CONZETTI, F BASED, SVITZERLANI), ASSIGNOR TO THE FIRM J. R.GEIGY S. 51., 6F BASEL, SWITZERLAND 1 MANUFACTURE or STRONGLY BASICAzonrnsrorrs 1 No Drawing. Application, filed July 28, lacs, Serialnafaa'aioaana in GermanyiAu gust e, 1927.

The present invention relates to the manufacture of strongly basicaZody-estuffs and consists in treating amidat-ed monoorpolyazodyestuifsfree from any sulpho group suea cessively with chloracetyl chloride anda tertiary heterocyclic base to convert them into basic dyestuffscontaining the group The improved process is illustrated by thefollowing example:

26.3 kilos of the aminated dyestufi, ohtained from para-nitraniline redby reduction, or from the dyestulf para-aininoacetanilide+beta-naphtholby saponification, are dissolved in 180 liters of toluene and to thesolution, while stirring at 80-85 C. there are added 13 kilos ofchloracetylchloride and the whole is then heated for 2 hours at 115 C.On cooling, the chloracet-ylated dyestulf separates. It is filtered,washed with alcohol, dried and then introduced into 200 kilos ofpyridine. Thepvridination is produced by a short boiling, whereupon thehydrochloride of the new dyestufi separates in the form of beautifulcrystals.

The chloracetylation above referred to takes place according to thefollowing formula:

whilst the pyridination takes place according 49 to the followingformula:

5 weighted silk a vivid scarlet red of good fastness to washing andwater and also fast to hght: Onleather'it is very fast to light.

. In this example, any other monoazoor polyazodyestuff freefrom sulphogroups and containing one or more amino or aininosubsti- 5;

ine, chloracetylating and treating with pyr-' idine the amino body thusobtained, and so on.

In all cases, the dyestuffs having thus received a strongly basiccharacter are distin-- guished by a good fastness to washing and tolight, on tannin-inordanted cotton, on weighted silk and other textiles.On leather they give a tint very fast to light.

l/Vhat I claim is 1. A process for the manufacture of strongly basicazodyestulfs, consisting in treating aminated sulpho-free monoazodyesproduced from a diazotized benzene compound coupled with a componentselected from the group consisting of beta-naphthol, alpha-naphthylamineand phenylmethylpyrazolone, succes- .sively with chloracetyl-chlorideand pyridine to convert them into basic dyestufi's contain-' ing thegroup I a-ly-ooonm wherein R represents a radical of the benzene ornaphthalene-series.

2. The herein described strongly basic azodyestuffs, obtained bytreatingaminated sulphoefree monoazodyes produced from a diazotizedbenzene compound coupled with a component selected from the groupconsisting of beta-naphthol, alpha-naphthylamine andphenylmethylpyrazolone, successively With chloracetyl-chloride andpyridine to convert them into basic dyestufls'of the formula wherein Ris a radical of the benzene series and R a radical of the naphthaleneseries, said dyestuffs being diflicultly soluble in Water, but easilyindilute acetic acid and] dyeing tannin-mordanted cotton eighted silk andleather goods tints fast'towashing and light.

In Witness whereof I have hereunto signed my name this 16th day of July,1928.

ACHILLE CONZETTI.

